data_B8S # _chem_comp.id B8S _chem_comp.name "N-{[2-chloro-5-(2-{3-[4-(6-chloro-3-methyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]propyl}-3-oxo-2,3-dihydropyridazin-4-yl)phenyl]methyl}-4-fluorobenzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C34 H33 Cl2 F N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-08-07 _chem_comp.pdbx_modified_date 2017-12-15 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 663.569 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B8S _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5QBW _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal B8S C94 C1 C 0 1 N N N -28.569 -3.285 -11.991 -8.595 3.663 -0.605 C94 B8S 1 B8S N13 N1 N 0 1 N N N -27.224 -3.540 -11.538 -8.436 2.316 -0.051 N13 B8S 2 B8S C14 C2 C 0 1 N N N -26.872 -3.714 -10.210 -7.478 1.928 0.812 C14 B8S 3 B8S O90 O1 O 0 1 N N N -27.611 -3.678 -9.247 -6.601 2.645 1.255 O90 B8S 4 B8S N15 N2 N 0 1 N N N -25.502 -3.942 -10.225 -7.637 0.624 1.108 N15 B8S 5 B8S C3 C3 C 0 1 Y N N -25.022 -3.899 -11.522 -8.744 0.147 0.410 C3 B8S 6 B8S C2 C4 C 0 1 Y N N -23.738 -4.065 -11.992 -9.359 -1.094 0.336 C2 B8S 7 B8S C1 C5 C 0 1 Y N N -23.543 -3.980 -13.346 -10.472 -1.262 -0.467 C1 B8S 8 B8S CL12 CL1 CL 0 0 N N N -21.923 -4.193 -13.946 -11.243 -2.815 -0.561 CL12 B8S 9 B8S C6 C6 C 0 1 Y N N -24.593 -3.735 -14.229 -10.975 -0.197 -1.196 C6 B8S 10 B8S C5 C7 C 0 1 Y N N -25.894 -3.567 -13.733 -10.368 1.042 -1.127 C5 B8S 11 B8S C4 C8 C 0 1 Y N N -26.089 -3.654 -12.358 -9.254 1.221 -0.321 C4 B8S 12 B8S C20 C9 C 0 1 N N N -24.692 -4.162 -9.026 -6.790 -0.159 2.011 C20 B8S 13 B8S C22 C10 C 0 1 N N N -24.596 -2.917 -8.182 -6.431 -1.492 1.349 C22 B8S 14 B8S C23 C11 C 0 1 N N N -23.610 -3.120 -7.037 -5.628 -1.223 0.074 C23 B8S 15 B8S N24 N3 N 0 1 N N N -22.980 -4.447 -7.116 -4.408 -0.479 0.411 N24 B8S 16 B8S C33 C12 C 0 1 N N N -21.836 -4.572 -6.170 -3.544 -0.324 -0.767 C33 B8S 17 B8S C35 C13 C 0 1 N N N -22.012 -5.549 -5.027 -2.184 0.228 -0.333 C35 B8S 18 B8S C37 C14 C 0 1 N N N -21.272 -5.114 -3.793 -1.285 0.391 -1.560 C37 B8S 19 B8S N39 N4 N 0 1 N N N -22.199 -4.857 -2.702 0.017 0.919 -1.145 N39 B8S 20 B8S N45 N5 N 0 1 N N N -22.792 -5.981 -2.213 0.189 2.190 -1.103 N45 B8S 21 B8S C44 C15 C 0 1 N N N -23.634 -5.799 -1.237 1.316 2.741 -0.745 C44 B8S 22 B8S C43 C16 C 0 1 N N N -23.973 -4.575 -0.668 2.413 1.949 -0.381 C43 B8S 23 B8S C42 C17 C 0 1 N N N -23.383 -3.435 -1.163 2.263 0.569 -0.414 C42 B8S 24 B8S C41 C18 C 0 1 N N N -22.424 -3.543 -2.254 0.997 0.057 -0.813 C41 B8S 25 B8S O88 O2 O 0 1 N N N -21.839 -2.606 -2.770 0.803 -1.146 -0.857 O88 B8S 26 B8S C52 C19 C 0 1 Y N N -23.714 -2.114 -0.590 3.376 -0.335 -0.044 C52 B8S 27 B8S C54 C20 C 0 1 Y N N -22.728 -1.160 -0.341 3.269 -1.154 1.079 C54 B8S 28 B8S C55 C21 C 0 1 Y N N -23.066 0.062 0.208 4.309 -1.995 1.418 C55 B8S 29 B8S C56 C22 C 0 1 Y N N -24.389 0.333 0.512 5.457 -2.026 0.646 C56 B8S 30 B8S CL16 CL2 CL 0 0 N N N -24.750 1.867 1.196 6.762 -3.086 1.079 CL16 B8S 31 B8S C57 C23 C 0 1 Y N N -25.408 -0.592 0.281 5.569 -1.214 -0.470 C57 B8S 32 B8S C58 C24 C 0 1 Y N N -25.040 -1.814 -0.274 4.534 -0.374 -0.822 C58 B8S 33 B8S C65 C25 C 0 1 N N N -26.857 -0.307 0.608 6.823 -1.253 -1.306 C65 B8S 34 B8S N67 N6 N 0 1 N N N -27.687 -0.216 -0.585 7.900 -0.550 -0.604 N67 B8S 35 B8S C69 C26 C 0 1 N N N -28.985 -0.565 -0.607 9.121 -0.457 -1.166 C69 B8S 36 B8S O86 O3 O 0 1 N N N -29.581 -0.976 0.385 9.330 -0.956 -2.254 O86 B8S 37 B8S C71 C27 C 0 1 Y N N -29.707 -0.408 -1.904 10.207 0.253 -0.459 C71 B8S 38 B8S C77 C28 C 0 1 Y N N -29.050 -0.398 -3.134 9.972 0.823 0.794 C77 B8S 39 B8S C76 C29 C 0 1 Y N N -29.749 -0.238 -4.313 10.990 1.479 1.452 C76 B8S 40 B8S C75 C30 C 0 1 Y N N -31.102 -0.088 -4.249 12.246 1.574 0.872 C75 B8S 41 B8S F84 F1 F 0 1 N N N -31.792 0.073 -5.408 13.240 2.218 1.521 F84 B8S 42 B8S C74 C31 C 0 1 Y N N -31.794 -0.093 -3.066 12.485 1.010 -0.371 C74 B8S 43 B8S C73 C32 C 0 1 Y N N -31.089 -0.255 -1.885 11.474 0.351 -1.038 C73 B8S 44 B8S C25 C33 C 0 1 N N N -24.036 -5.514 -7.034 -4.727 0.825 1.005 C25 B8S 45 B8S C26 C34 C 0 1 N N N -25.037 -5.384 -8.189 -5.504 0.617 2.308 C26 B8S 46 B8S H1 H1 H 0 1 N N N -29.247 -3.248 -11.126 -7.813 4.313 -0.212 H1 B8S 47 B8S H2 H2 H 0 1 N N N -28.601 -2.322 -12.522 -8.519 3.620 -1.692 H2 B8S 48 B8S H3 H3 H 0 1 N N N -28.885 -4.090 -12.671 -9.571 4.058 -0.325 H3 B8S 49 B8S H4 H4 H 0 1 N N N -22.915 -4.255 -11.319 -8.969 -1.926 0.903 H4 B8S 50 B8S H5 H5 H 0 1 N N N -24.406 -3.675 -15.291 -11.842 -0.337 -1.824 H5 B8S 51 B8S H6 H6 H 0 1 N N N -26.722 -3.375 -14.400 -10.762 1.870 -1.697 H6 B8S 52 B8S H7 H7 H 0 1 N N N -23.669 -4.344 -9.388 -7.325 -0.346 2.942 H7 B8S 53 B8S H8 H8 H 0 1 N N N -24.254 -2.080 -8.809 -5.833 -2.091 2.036 H8 B8S 54 B8S H9 H9 H 0 1 N N N -25.588 -2.684 -7.768 -7.345 -2.031 1.097 H9 B8S 55 B8S H10 H10 H 0 1 N N N -22.829 -2.347 -7.092 -5.359 -2.171 -0.392 H10 B8S 56 B8S H11 H11 H 0 1 N N N -24.146 -3.032 -6.080 -6.232 -0.636 -0.618 H11 B8S 57 B8S H13 H13 H 0 1 N N N -20.956 -4.889 -6.749 -3.407 -1.292 -1.247 H13 B8S 58 B8S H14 H14 H 0 1 N N N -21.651 -3.579 -5.736 -4.009 0.368 -1.469 H14 B8S 59 B8S H15 H15 H 0 1 N N N -23.083 -5.628 -4.789 -2.322 1.197 0.147 H15 B8S 60 B8S H16 H16 H 0 1 N N N -21.633 -6.533 -5.340 -1.719 -0.463 0.370 H16 B8S 61 B8S H17 H17 H 0 1 N N N -20.572 -5.908 -3.493 -1.148 -0.578 -2.041 H17 B8S 62 B8S H18 H18 H 0 1 N N N -20.710 -4.194 -4.014 -1.750 1.082 -2.263 H18 B8S 63 B8S H19 H19 H 0 1 N N N -24.113 -6.678 -0.832 1.403 3.817 -0.728 H19 B8S 64 B8S H20 H20 H 0 1 N N N -24.683 -4.521 0.144 3.349 2.399 -0.083 H20 B8S 65 B8S H21 H21 H 0 1 N N N -21.697 -1.377 -0.578 2.373 -1.131 1.682 H21 B8S 66 B8S H22 H22 H 0 1 N N N -22.302 0.802 0.399 4.227 -2.630 2.288 H22 B8S 67 B8S H23 H23 H 0 1 N N N -25.804 -2.553 -0.466 4.620 0.256 -1.695 H23 B8S 68 B8S H24 H24 H 0 1 N N N -26.915 0.647 1.153 7.115 -2.290 -1.474 H24 B8S 69 B8S H25 H25 H 0 1 N N N -27.241 -1.117 1.245 6.636 -0.769 -2.264 H25 B8S 70 B8S H26 H26 H 0 1 N N N -27.271 0.123 -1.429 7.733 -0.151 0.264 H26 B8S 71 B8S H27 H27 H 0 1 N N N -27.977 -0.517 -3.164 8.994 0.750 1.247 H27 B8S 72 B8S H28 H28 H 0 1 N N N -29.236 -0.232 -5.263 10.809 1.920 2.421 H28 B8S 73 B8S H29 H29 H 0 1 N N N -32.867 0.027 -3.055 13.465 1.086 -0.819 H29 B8S 74 B8S H30 H30 H 0 1 N N N -31.616 -0.263 -0.943 11.662 -0.092 -2.005 H30 B8S 75 B8S H31 H31 H 0 1 N N N -24.573 -5.416 -6.079 -3.804 1.365 1.215 H31 B8S 76 B8S H32 H32 H 0 1 N N N -23.554 -6.502 -7.084 -5.335 1.402 0.309 H32 B8S 77 B8S H33 H33 H 0 1 N N N -26.053 -5.275 -7.782 -5.754 1.585 2.741 H33 B8S 78 B8S H34 H34 H 0 1 N N N -24.989 -6.285 -8.819 -4.891 0.051 3.010 H34 B8S 79 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal B8S C6 C5 DOUB Y N 1 B8S C6 C1 SING Y N 2 B8S CL12 C1 SING N N 3 B8S C5 C4 SING Y N 4 B8S C1 C2 DOUB Y N 5 B8S C4 N13 SING N N 6 B8S C4 C3 DOUB Y N 7 B8S C2 C3 SING Y N 8 B8S C94 N13 SING N N 9 B8S N13 C14 SING N N 10 B8S C3 N15 SING N N 11 B8S N15 C14 SING N N 12 B8S N15 C20 SING N N 13 B8S C14 O90 DOUB N N 14 B8S C20 C26 SING N N 15 B8S C20 C22 SING N N 16 B8S C26 C25 SING N N 17 B8S C22 C23 SING N N 18 B8S N24 C23 SING N N 19 B8S N24 C25 SING N N 20 B8S N24 C33 SING N N 21 B8S C33 C35 SING N N 22 B8S F84 C75 SING N N 23 B8S C35 C37 SING N N 24 B8S C76 C75 DOUB Y N 25 B8S C76 C77 SING Y N 26 B8S C75 C74 SING Y N 27 B8S C37 N39 SING N N 28 B8S C77 C71 DOUB Y N 29 B8S C74 C73 DOUB Y N 30 B8S O88 C41 DOUB N N 31 B8S N39 C41 SING N N 32 B8S N39 N45 SING N N 33 B8S C41 C42 SING N N 34 B8S N45 C44 DOUB N N 35 B8S C71 C73 SING Y N 36 B8S C71 C69 SING N N 37 B8S C44 C43 SING N N 38 B8S C42 C43 DOUB N N 39 B8S C42 C52 SING N N 40 B8S C69 N67 SING N N 41 B8S C69 O86 DOUB N N 42 B8S C52 C54 DOUB Y N 43 B8S C52 C58 SING Y N 44 B8S N67 C65 SING N N 45 B8S C54 C55 SING Y N 46 B8S C58 C57 DOUB Y N 47 B8S C55 C56 DOUB Y N 48 B8S C57 C56 SING Y N 49 B8S C57 C65 SING N N 50 B8S C56 CL16 SING N N 51 B8S C94 H1 SING N N 52 B8S C94 H2 SING N N 53 B8S C94 H3 SING N N 54 B8S C2 H4 SING N N 55 B8S C6 H5 SING N N 56 B8S C5 H6 SING N N 57 B8S C20 H7 SING N N 58 B8S C22 H8 SING N N 59 B8S C22 H9 SING N N 60 B8S C23 H10 SING N N 61 B8S C23 H11 SING N N 62 B8S C33 H13 SING N N 63 B8S C33 H14 SING N N 64 B8S C35 H15 SING N N 65 B8S C35 H16 SING N N 66 B8S C37 H17 SING N N 67 B8S C37 H18 SING N N 68 B8S C44 H19 SING N N 69 B8S C43 H20 SING N N 70 B8S C54 H21 SING N N 71 B8S C55 H22 SING N N 72 B8S C58 H23 SING N N 73 B8S C65 H24 SING N N 74 B8S C65 H25 SING N N 75 B8S N67 H26 SING N N 76 B8S C77 H27 SING N N 77 B8S C76 H28 SING N N 78 B8S C74 H29 SING N N 79 B8S C73 H30 SING N N 80 B8S C25 H31 SING N N 81 B8S C25 H32 SING N N 82 B8S C26 H33 SING N N 83 B8S C26 H34 SING N N 84 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor B8S SMILES ACDLabs 12.01 "CN5C(=O)N(C1CCN(CC1)CCCN2C(C(=CC=N2)c4ccc(Cl)c(CNC(=O)c3ccc(cc3)F)c4)=O)c6cc(Cl)ccc56" B8S InChI InChI 1.03 "InChI=1S/C34H33Cl2FN6O3/c1-40-30-10-6-25(35)20-31(30)43(34(40)46)27-12-17-41(18-13-27)15-2-16-42-33(45)28(11-14-39-42)23-5-9-29(36)24(19-23)21-38-32(44)22-3-7-26(37)8-4-22/h3-11,14,19-20,27H,2,12-13,15-18,21H2,1H3,(H,38,44)" B8S InChIKey InChI 1.03 LWFRBSJHBRLMJP-UHFFFAOYSA-N B8S SMILES_CANONICAL CACTVS 3.385 "CN1C(=O)N(C2CCN(CCCN3N=CC=C(C3=O)c4ccc(Cl)c(CNC(=O)c5ccc(F)cc5)c4)CC2)c6cc(Cl)ccc16" B8S SMILES CACTVS 3.385 "CN1C(=O)N(C2CCN(CCCN3N=CC=C(C3=O)c4ccc(Cl)c(CNC(=O)c5ccc(F)cc5)c4)CC2)c6cc(Cl)ccc16" B8S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN1c2ccc(cc2N(C1=O)C3CCN(CC3)CCCN4C(=O)C(=CC=N4)c5ccc(c(c5)CNC(=O)c6ccc(cc6)F)Cl)Cl" B8S SMILES "OpenEye OEToolkits" 2.0.6 "CN1c2ccc(cc2N(C1=O)C3CCN(CC3)CCCN4C(=O)C(=CC=N4)c5ccc(c(c5)CNC(=O)c6ccc(cc6)F)Cl)Cl" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier B8S "SYSTEMATIC NAME" ACDLabs 12.01 "N-{[2-chloro-5-(2-{3-[4-(6-chloro-3-methyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]propyl}-3-oxo-2,3-dihydropyridazin-4-yl)phenyl]methyl}-4-fluorobenzamide" B8S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[[2-chloranyl-5-[2-[3-[4-(6-chloranyl-3-methyl-2-oxidanylidene-benzimidazol-1-yl)piperidin-1-yl]propyl]-3-oxidanylidene-pyridazin-4-yl]phenyl]methyl]-4-fluoranyl-benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site B8S "Create component" 2017-08-07 RCSB B8S "Initial release" 2017-12-20 RCSB #